Book Hotels in Assawoman, VA

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Assawoman hotels

Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
$341 nightly
The price is $383 total per night from Aug 4 to Aug 5
$383 total
Aug 4 - Aug 5
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free cottage. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. ...
"Although pricier than other places it really was lovely and worked so well for our family of four in a one bedroom apartment (2 kids aged 7 and 10). The holiday cabin was clean and nicely decorated with all the amenities you need for a few days away. We loved the pool and beach areas, which were ..."

Reviewed on Jul 26, 2026

Opens in a new windowKey West Cottages
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
$379 nightly
The price is $426 total per night from Aug 5 to Aug 6
$426 total
Aug 5 - Aug 6
Total with taxes and fees
A seasonal outdoor pool is featured at this vacation home, along with free self parking. WiFi in public areas is free. A convenience store is also provided.
"Our stay in the overwater bungalow was awesome. The bungalow is definitely a boat in a floating dock which enhanced the experience. We experienced some very bad stormy weather and sleeping was a challenge with the rocking but it was also fun. The bungalow was clean, was furnished nicely, and had ..."

Reviewed on Jul 27, 2026

Opens in a new windowBlufin Bungalows & Marina
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
$229 nightly
The price is $258 total per night from Aug 24 to Aug 25
$258 total
Aug 24 - Aug 25
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Enjoy the 24-hour gym and free perks like full breakfast and free self parking. There's a hot tub on ...
"Heather at the front desk was exceptionally helpful and knowledgeable. I rarely write reviews, but it was so refreshing to have someone in customer service who takes their role seriously. The room and facilities were clean also making for a lovely stay!"

Reviewed on Jul 27, 2026

Opens in a new windowComfort Suites Chincoteague Island Bayfront Resort
Chincoteague Bay RV Resort & Cottages

Chincoteague Bay RV Resort & Cottages

3 out of 5
2305 Main St Chincoteague VA
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this vacation home. WiFi in public areas is free. A convenience store and ...
"Great place to stay! Cabin was clean and check in and out is easy. Smart tvs and WiFi as well. Definitely tight inside the bedrooms not a lot of room for luggage but if you only have 2-3 people you will be fine."

Reviewed on Jul 28, 2026

Get rates
Opens in a new windowChincoteague Bay RV Resort & Cottages
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

3 out of 5
3913 Main Street Chincoteague VA
Fully refundableReserve now, pay when you stay
$269 nightly
The price is $302 total per night from Aug 3 to Aug 4
$302 total
Aug 3 - Aug 4
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Our room was above the dryer and shaking the room we complained to front desk but no rooms available. Fairfield Marriott will. Be contacting you to give refund for the night terrible experience please get back to me ty"

Reviewed on Jul 28, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Waterside Inn

Waterside Inn

2 out of 5
3761 Main St Chincoteague VA
$200 nightly
The price is $224 total per night from Aug 22 to Aug 23
$224 total
Aug 22 - Aug 23
Total with taxes and fees
A marina and a gym are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like on-the-go breakfast and free self parking. Free ...
"Close enough to the action, but far enough away. Convenient location that allows you multiple choices for driving to Assateague in 10 minutes. Staff was friendly and warm. Classic late 80s/90s beach vibe to the place which was exactly what I needed. The best sunsets, clean pool, and super cool hot ..."

Reviewed on Jul 27, 2026

Opens in a new windowWaterside Inn
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $122 total per night from Aug 23 to Aug 24
$122 total
Aug 23 - Aug 24
Total with taxes and fees
An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A picnic area is also provided.
"We stayed 3 nights. They cleaned the room each day which was nice because we were tracking a lot of sand in. There is a nice screened in area for eating, with picnic tables, sink and refrigerator for family gatherings. Good location too."

Reviewed on Jul 28, 2026

Opens in a new windowChincoteague Inn
Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island

2 out of 5
7020 Maddox Blvd Chincoteague VA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $152 total per night from Aug 2 to Aug 3
$152 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
Opens in a new windowDays Inn by Wyndham Chincoteague Island
Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites

2 out of 5
6273 Maddox Blvd Chincoteague VA
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $156 total per night from Aug 23 to Aug 24
$156 total
Aug 23 - Aug 24
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. Enjoy the ...
Opens in a new windowAtlantic Shores Inn and Suites
Don't see what you're looking for?
See all available properties in Assawoman
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What are the top kid-friendly hotels in Assawoman?
From cool amenities to extra space, kid-friendly hotels come with features that can help transform a good family vacation into an incredible one. These Assawoman properties make getting away with your youngsters a piece of cake: The whole gang will enjoy staying at Modern farmhouse close to beach and fishing!. A water park and a nearby beach are among the things that help make this hotel a popular option. Also look up Cabin at Holdens Creek on Eastern Shore of VA. It offers animal viewing activities, a fireplace and lots of opportunities to spend time together.
Where can I find cheap hotels in Assawoman?
At Travelocity you'll find really nice hotels in Assawoman at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Assawoman rather than in Assawoman. We may find you even better rates, too.
How do I find the best Assawoman hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Assawoman then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Assawoman?
The cheapest hotel in Assawoman is $122. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Assawoman?
There are 793 hotels in Assawoman on Travelocity.
What are the best hotels in Assawoman?
Assawoman has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Assawoman for you!
When is the best time to visit Assawoman?
If you want the joy of a fun-filled trip in peak season, visit Assawoman during March, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Assawoman?
Based on historic data is usually the cheapest month to visit Assawoman. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Assawoman?
There are multiple hotels in Assawoman that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Assawoman. We have plenty of kid-friendly hotels in Assawoman to choose from on Travelocity!
Why book a hotel in Assawoman through Travelocity?
Because we have the top hotels in Assawoman! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Assawoman on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Assawoman hotel reviews by fellow wanderers

Chincoteague Bay RV Resort & Cottages

Chincoteague Bay RV Resort & Cottages

5 out of 5
Posted 6 hours ago
Travelocity Verified Review
"Great place to stay! Cabin was clean and check in and out is easy. Smart tvs and WiFi as well. Definitely tight inside the bedrooms not a lot of room for luggage but if you only have 2-3 people you will be fine."
A verified traveler stayed at Chincoteague Bay RV Resort & Cottages
Chincoteague Bay RV Resort & Cottages